Tetrahydrofuran → HCID 20256868, 화합물

HRID 1763594노트

반응식

HRID 1763594 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8](N2CCOCC2)[C:9]#N)[CH:5]=[CH:6][CH:7]=1.[O:17]1CCCC1.[OH-].[K+].[C:24](#[N:28])[C:25](C)=[CH2:26]>CO.O.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[C:8]([CH2:9][CH:25]([CH3:26])[C:24]#[N:28])=[O:17]

참가 물질

8

반응물 4

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 31368MethacrylonitrileHCID 11241857HCID 11241857, 화합물

생성물 1

HCID 20256868HCID 20256868, 화합물

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of 11.8 g. of α-(m-chlorophenyl)-4-morpholineacetonitrile in 50 ml. of tetrahydrofuran is added 60 drops of a 30% solution of KOH in methanol. To the solution is added 4.62 ml. of methacrylonitrile (temperature rose to 42° C.). After stirring for 1 hr., the mixture is concentrated to dryness and the residue dissolved in methylene chloride. The solution is passed through a short column of hydrous magnesium silicate and the eluent concentrated to give 15.5 g. of a yellow oil. The oil is heated (steam bath) with a mixture of 75 ml. of acetic acid and 5 ml. of water for 1 hr. and the solvent removed under vacuum. Addition of water to the residue gives 11.2 g. of crystals, m.p. 72°-75° C. Recrystallization from methylene chloride-hexane gives 8.95 g. of crystals, m.p. 79.5°-80.5° C.

후처리

  1. additionTo the solution is added 4.62 ml
  2. concentration, the mixture is concentrated to dryness
  3. dissolutionthe residue dissolved in methylene chloride
  4. concentrationthe eluent concentrated
  5. customto give 15.5 g
  6. temperatureThe oil is heated (steam bath)
  7. additionwith a mixture of 75 ml
  8. customand the solvent removed under vacuum
  9. additionAddition of water to the residue
  10. customgives 11.2 g
  11. customRecrystallization from methylene chloride-hexane
  12. customgives 8.95 g

출처 및 근거

ORD 기록
ord-34588d2c589846f7a57b9da4bc0b62ab
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04112095

반응 노트

불러오는 중…